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Cape Cod and the Islands

$207+ Cheap flights from Illinois to Cape Cod and the Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ACK
nov. 1 — nov. 81
sáb. 11/1
sáb. 11/8
1 adult, Economy
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Cheap flight deals from Illinois to Cape Cod and the Islands

Keep the following information in mind while searching for Illinois to Cape Cod and the Islands flight deals. Data was last updated octubre 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$389
(United)

One-way from

$207
(United)

Popular in

April

Cheapest in

September

Average price

$227
Provider with most accurate pricing for Chicago (CHI)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Boston Logan Intl flights.
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From Illinois to Cape Cod and the Islands
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One-way flight from Illinois to Cape Cod and the Islands
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Highest demand for flights based on searches. 6% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Illinois to Cape Cod and the Islands

Cheapest flights from Illinois to Cape Cod and the Islands
Explore the most affordable flight options available from Illinois to Cape Cod and the Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 2, 2025.

This United deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/189:12 pmORD - EWB
1 stop21h 03mMultiple Airlines
dom. 1/182:00 pmEWB - ORD
1 stop5h 20mMultiple Airlines
Deal found 10/1$389
This JetBlue deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/1211:25 amORD - HYA
1 stop6h 14mJetBlue
lun. 12/1512:07 pmHYA - ORD
1 stop8h 36mJetBlue
Deal found 9/30$460
This JetBlue deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/2110:08 amORD - HYA
1 stop7h 31mJetBlue
mar. 10/2812:07 pmHYA - ORD
1 stop6h 48mJetBlue
Deal found 9/30$485
This JetBlue deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/2410:08 amORD - HYA
1 stop7h 31mJetBlue
mar. 10/2812:07 pmHYA - ORD
1 stop6h 48mJetBlue
Deal found 10/2$495
This lastminute.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/19:50 amORD - MVY
1 stop23h 59mJetBlue
lun. 11/31:34 pmMVY - ORD
1 stop22h 01mJetBlue
Deal found 10/2$495
This JetBlue deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/1510:08 amORD - HYA
1 stop7h 31mJetBlue
mar. 10/2812:07 pmHYA - ORD
1 stop6h 48mJetBlue
Deal found 9/30$500
This United deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/189:20 pmORD - HYA
1 stop20h 19mMultiple Airlines
sáb. 10/252:30 pmHYA - ORD
1 stop4h 50mMultiple Airlines
Deal found 9/30$511
This JetBlue deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/2110:08 amORD - HYA
1 stop7h 31mJetBlue
mié. 10/2212:07 pmHYA - ORD
1 stop7h 11mJetBlue
Deal found 9/30$525
This JetBlue deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/1610:08 amORD - HYA
1 stop7h 31mJetBlue
mar. 10/2812:07 pmHYA - ORD
1 stop6h 48mJetBlue
Deal found 9/30$535
This JetBlue deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/1510:08 amORD - HYA
1 stop7h 31mJetBlue
mié. 10/2212:07 pmHYA - ORD
1 stop7h 11mJetBlue
Deal found 9/30$540
This Expedia deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/1610:08 amORD - HYA
1 stop7h 31mJetBlue
mar. 10/217:58 amHYA - ORD
1 stop11h 20mJetBlue
Deal found 9/30$550
This JetBlue deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/1510:08 amORD - HYA
1 stop7h 31mJetBlue
mar. 10/2112:07 pmHYA - ORD
1 stop7h 11mJetBlue
Deal found 9/30$555

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Cape Cod and the Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octubre 2, 2025.
Use the filters below to find and compare flights from Illinois to Cape Cod and the Islands that are best for you.

Fly from

Illinois

Fly to

Cape Cod and the Islands

Route

Depart

Return

Price

ChicagoNew Bedford

ORD - EWB

ORDEWB

Chicago O'Hare Intl

jue. 12/18

9:12 pm-7:15 pm

1 stop21h 03m

New Bedford Regional

dom. 1/18

2:00 pm-6:20 pm

1 stop5h 20m

$389

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

vie. 12/12

11:25 am-6:39 pm

1 stop6h 14m

Hyannis Barnstable

lun. 12/15

12:07 pm-7:43 pm

1 stop8h 36m

$460

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

vie. 10/24

10:08 am-6:39 pm

1 stop7h 31m

Hyannis Barnstable

mar. 10/28

12:07 pm-5:55 pm

1 stop6h 48m

$495

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

mié. 10/15

10:08 am-6:39 pm

1 stop7h 31m

Hyannis Barnstable

mar. 10/28

12:07 pm-5:55 pm

1 stop6h 48m

$500

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sáb. 10/18

9:20 pm-6:39 pm

1 stop20h 19m

Hyannis Barnstable

sáb. 10/25

2:30 pm-6:20 pm

1 stop4h 50m

$511

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

jue. 10/16

10:08 am-6:39 pm

1 stop7h 31m

Hyannis Barnstable

mar. 10/28

12:07 pm-5:55 pm

1 stop6h 48m

$535

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sáb. 10/18

10:08 am-6:39 pm

1 stop7h 31m

Hyannis Barnstable

mié. 10/22

12:07 pm-6:18 pm

1 stop7h 11m

$540

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

lun. 10/20

10:08 am-6:39 pm

1 stop7h 31m

Hyannis Barnstable

mié. 10/22

12:07 pm-6:18 pm

1 stop7h 11m

$540

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

mié. 10/15

10:08 am-6:39 pm

1 stop7h 31m

Hyannis Barnstable

mié. 10/22

12:07 pm-6:18 pm

1 stop7h 11m

$540

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

mié. 10/15

10:08 am-6:39 pm

1 stop7h 31m

Hyannis Barnstable

mar. 10/21

12:07 pm-6:18 pm

1 stop7h 11m

$555

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/1

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Cape Cod and the Islands

Have a flexible travel schedule? Discover the best time to fly to Cape Cod and the Islands from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Cape Cod and the Islands
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Cape Cod and the Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Illinois to Cape Cod and the Islands?

    Airlines like JetBlue fly from Illinois to Cape Cod and the Islands in about 6h 14m. The time it takes to get you to your destination can typically vary by up to . The distance between Illinois and Cape Cod and the Islands is about 905 mi.

  • Can I find deals for flights from Illinois to Cape Cod and the Islands that include hotel bookings?

    Yes. In addition to deals on Illinois to Cape Cod and the Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Cape Cod and the Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Cape Cod and the Islands.

  • Can I find deals for business class flights from Illinois to Cape Cod and the Islands?

    Yes. Cheapflights offers flight deals from Illinois to Cape Cod and the Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Illinois to Cape Cod and the Islands

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Top 3 airlines flying from Illinois to Cape Cod and the Islands

Discover the top 3 airlines that operate flights from Illinois to Cape Cod and the Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octubre 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$162Average$461FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$304Average$628FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$319Average$553FlexibilityNo cancel feeOn-time71%

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